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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732808Generated: October 30, 2026

1,3-Difluorobenzene → 1,3-Difluoro-2-(methylsulfanyl)benzene

https://huagongshe.com/reaction/732808

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DifluorobenzeneHCID 9741—
ReactantDimethyl DisulfideHCID 12232—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1,3-Difluoro-2-(methylsulfanyl)benzeneHCID 13250262794.2%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Dissolve 1,3-difluorobenzene (3.5 g, 30.7 mmol) into THF (100 mL). Cool the mixture to −78° C. and add n-butyl lithium (19 mL, 30.7 mmol). Stir for 20 minutes and add dimethyldisulfide (3 mL, 3.38 mmol). Remove the cooling bath and warm to room temperature. Pour the reaction mixture into ice (10 g) and add diethyl ether (100 mL). Separate the layers and wash the organic layer with brine (20 mL). Dry with MgSO4, filter, and concentrate in vacuo to give 4.3 g of 1,3-difluoro-2-methylsulfanyl-benzene (88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585977B2
Source datasetuspto-grants-2009_09
ORD IDord-50ce99aaf85247e0916cad4e543db9d9
Source noteuspto-grants-2009_09